Question

Briefly explain the following experimental results

a VOCI reacts 400 times faster than n c when treated with Nal/acetone. b. Iodide is both a good nucleophile and a good leaving group. c. In methanol PH is a better nucleophile than is NH3.

Answer 1

1 cal reacts 400 times faster than w el when treated with Nat/acetone, because of 'o' atom. in Lovel. The lone pair of oxygen can be donated to adjacent bond which increase the electron density on carbon containing Cl. NO H But in t h e so electron donating group is present so, it reacts with nat/acetone in less extent . (b) the size of godine zon is larges as compare on to other halogen. hence rodine have larger olls al volume. The rodine ion also have higher polarizibily (tendency to distasted under inflence of cation. So mucleophilicity of It is high. Therefore godine is good nucleophile. Due to Large size it can easily leaves the organic species, I is stable as compared to other halide ions. So êt also act as good leaving group. (c) In methanol, PH3 is better nucleoptule than it because methanol is polas protic solvent The electronegativity of wis more than po and basicity of NH is more than PH₂. So there s a interaction between ammornia and methanol (H'Bonding)

HOCH 0-H a strong & Bonding The interaction between thot and NH₂ CH ot A weak integraction 'Pl' Bonding between methanol and PH as up? has large size than N. thanol hinder So, methanol kinder the the rest restricts the ammonia to attack in larger extent while attro PHz attack easily